Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
1750 BENJAMIN FRANKLIN DR #9F, SARASOTA, FL 34236
$1,500,000188 Days on yellowkey MLS ID: A4674543
REDUCED by $100,000 (6.3%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2035 Built: 1970 Tax: $9,743 (2024)Community: Key Tower SouthCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,743
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Forever yours the unobstructed views of Sarasota Bay, Ringling Bridge and the Skyline of the City of Sarasota. Sip your morning beverage while watching the boats go by or dinner and the evening lights of the City. Beyond $200,000 has been invested to create this thoughtfully redesigned condo in floor to ceiling renovations to create this masterpiece with custom recessed lighting, porcelain flooring throughout, waterfall effect of quartz counters, contemporary sleek cabinetry designed kitchen, European spa-inspired Bathrooms designs and plumbed for your personal washer/dryer. Enjoy 2035 square feet of contemporary luxury in this light-filled 2-bedroom, 2-bath condominium with a versatile flex room currently used as a bedroom at Key Tower South directly on the soft quartz sands of the Gulf of Mexico on Lido Key. Expansive impact windows frame daily sightings of dolphins, seabirds, and shimmering water. Spa-inspired bathrooms feature premium fixtures. The open-concept floor plan offers excellent flow for entertaining or relaxed everyday living, enhanced by abundant storage and a flexible den ideal for a home office, 3rd bedroom or guest space. The building has recently undergone updates to its common areas, adding a fresh, modern aesthetic that complements the residence. Residents enjoy true beachfront living on Lido Key with immediate access to white sandy beaches and scenic waterfront walks. Just minutes away, St. Armands Circle offers world-class dining, boutique shopping, and vibrant coastal culture. This is a rare opportunity to own a luxury waterfront condo in Sarasota, perfectly positioned for both full-time living and seasonal enjoyment. Furnishings included with a few personal exceptions. Washer / Dryer hookup in the hall closet is ready for use.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
1750 BENJAMIN FRANKLIN DR #10G, SARASOTA, FL 34236
$1,175,000133 Days on yellowkey MLS ID: A4680259
REDUCED by $25,000 (2.1%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1970 Tax: $9,085 (2025)Community: Key Tower SouthCondo
Taxes:$9,085
Tax Year: 2025
Remarks: ****There is nothing left to do. Nothing to imagine. Completed in 2022, everything has been upgraded and transformed into the most modern luxury. This high-floor corner residence on Lido Beach in the Key South Tower building has been completely transformed—from ceilings to floors—into a home where every high-end creature comfort is already in place and water views unfold from every window. The building is so modern, so perfectly updated and completed that it even has its own hurricane/surge protection system surrounding the building-- unique and impressive. You must see this condo's extraordinary views in day and at night!!! ****Panoramic vistas stretch across the Gulf of Mexico, Sarasota Bay, the Ringling Bridge, and downtown Sarasota, creating a constantly shifting backdrop of light, water, and skyline. Set within a Lido Beach building that has already been elevated to the highest modern building standards, this residence offers peace of mind. The HOA’s abundant reserves reinforce the sense of security -- owners love living here. Inside, porcelain tile flows throughout, complemented by all-new ceilings and modern lighting that set a sophisticated, contemporary tone. ****The kitchen is both elegant and functional, featuring abundant new wood cabinetry, quartz countertops, and new appliances—designed for everything from casual mornings to elevated entertaining. The primary suite is a private sanctuary, framed by water views and finished with the finest luxury tile. It offers a walk-in closet, an ensuite bath with a walk-in shower, and thoughtful storage. The guest suite is equally impressive, with new tile, a walk-in closet, and beautiful views of the Intracoastal Waterway and downtown Sarasota. Spacious enough for a king bed, it also features its own walk-in shower, making it ideal for guests who appreciate comfort and privacy. ****Beyond the residence, Key Tower South has been fully reimagined, with the lobby and common areas completely renovated in 2025. Residents enjoy 220 feet of private Gulf frontage, a heated beachfront pool, expansive sundeck, direct beach access, saunas, a fitness room, library, bike storage, and on-site management—resort-level amenities without the crowds. ****This is not simply a condo. It is a fully realized beachfront lifestyle—elegant, effortless, and complete. Call now for a private showing. Prefer to experience it from afar? Drone footage and immersive fly-throughs are available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
1815 ROXANE WAY #65, SARASOTA, FL 34235
$159,90017 Days on yellowkey MLS ID: A4694305
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 806 Built: 1964Monthly Fee: $472 Tax: $1,041 (2025)Community: Strathmore Villa Sec 07Villa
Taxes:$1,041
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Located in the heart of Sarasota, this desirable 55+ community offers the perfect combination of comfort, convenience, and the Florida lifestyle. Residents enjoy a variety of amenities included in the low HOA fee, such as a community pool, shuffleboard courts, clubhouse, recreational facilities, basic cable, landscaping, and more. World-famous Siesta Key Beach and Lido Key Beach are only few miles away. This rare free-standing, maintenance-free villa in the Strathmore community features 1 bedroom, a den, and 1 bathroom with many recent upgrades. In 2023, hurricane-impact, double-pane insulated windows were installed, along with new hurricane-impact front and back doors. The HVAC system was replaced in 2024, and all water lines have been re-piped with CPVC. The bathroom has been beautifully updated with grab bars, a built-in nook, bench seating, a new toilet, faucet, fixtures, and mirror. The kitchen has been refreshed with new LED ceiling lighting, freshly painted cabinets, and updated hardware. Additional improvements include new ceiling fans, blinds, curtain rods, and curtains throughout the home. The unit does not currently have a washer and dryer; however, the storage room under the carport could be converted into a laundry room with a stackable washer and dryer. Conveniently located just a few steps from the villa is the community laundry facility, where residents can use coin-operated washers and dryers. The low HOA fee covers water, sewer, internet, cable, trash, lawn care, landscaping, irrigation, roof repairs, exterior pest control, clubhouse access, community pool, and much more. Bobby Jones Golf Club is just minutes away, along with a nearby dog park and beautiful green spaces for walking, running, and biking. The community is conveniently located only 10 minutes from UTC Mall and downtown Sarasota, with easy access to shopping, dining, entertainment, and cultural attractions.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Gabriella Anastasakis (516-633-4019)
5710 SHEFFIELD GREENE CIR #92, SARASOTA, FL 34235
$230,00048 Days on yellowkey MLS ID: C7525442
REDUCED by $8,000 (3.4%) on 06/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1990 Tax: $3,398 (2025)Community: Sheffield GreeneCondo
Taxes:$3,398
Remarks: Rare opportunity to own one of the most desirable views in Sheffield Greene! This second-floor coach home overlooks a serene golf course and pond setting, offering exceptional privacy and a peaceful backdrop rarely found in this community. Most comparable units feature interior or limited views—this residence stands out with expansive natural scenery and no direct rear neighbors. The well-designed 2-bedroom, 2-bath layout offers approximately 1,099 sq ft of living space with an open floor plan, abundant natural light, and a private screened lanai ideal for enjoying the tranquil setting. Additional features include an attached 1-car garage, interior laundry, and a functional split-bedroom design. Available fully furnished, turn-key, with the exception of some personal items, including the remote controlled boat and vehicle, etc. New roof in 2025 and AC was replaced in November 2023 by Veteran Air (last service was 01/22/2026), according to permits and heirs. Located in The Meadows, residents enjoy mature landscaping, walking and biking trails, and access to community amenities including pool, fitness, and optional country club memberships. Conveniently located near UTC Mall, Benderson Park, dining, shopping, and just a short drive to Sarasota’s renowned Gulf beaches. A unique combination of view, privacy, and location—this is one of the premier positions within the community. All measurements and details provided should be verified by buyers. Room measurements are approximate and are not guaranteed.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Lora Keller (941-457-7213)
5110 MANORWOOD DR #3D, SARASOTA, FL 34235
$399,50063 Days on yellowkey MLS ID: TB8496957
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $25,000 (5.9%) on 05/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2392 Built: 2004 Tax: $3,168 (2025)Community: Grande Oaks PreserveSpa: YesCondo
Taxes:$3,168
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Luxury Meets Practicality in a Private Preserve Setting. This spacious 3BR/3BA former model residence has been meticulously maintained and offers high-end living without the burden of home maintenance. Featuring elegant 10-foot ceilings and refined finishes throughout, the home is anchored by an enclosed lanai with tranquil views of a bird-filled preserve and pond. An efficient eat-in kitchen, full laundry room with utility sink, and abundant closet space deliver both style and functionality. Convenience is unmatched, with a nearly private elevator just steps from your door—seamlessly connecting your third-floor retreat to an enclosed garage with two dedicated parking spaces and climate-controlled storage. Embrace a true lifestyle upgrade. Enjoy a short stroll to the community’s tennis and pickleball courts, along with a resort-style pool and spa. Ideally located just minutes from Benderson Park and University Town Center, you’ll find Whole Foods Market, premier shopping, and a wide array of dining options at your fingertips. Cultural attractions like Asolo Repertory Theatre and the future home of the Sarasota Orchestra are just moments away. For travel, easy access to I-75 and proximity to Sarasota-Bradenton International Airport make getting in and out effortless. Built in 2005 to high standards, this well-managed community offers strong reserves and a solid financial foundation. Association fees cover water, sewer, exterior maintenance, landscaping, and amenities—ensuring a low-maintenance lifestyle with predictable costs. Whether you’re a full-time resident or seasonal owner, this property delivers luxury, convenience, and peace of mind—all at an exceptional value.
Listing is courtesy of: PARKS GROUP (941-920-4138)
Listing Agent: Brad Parks (941-920-4138)
5450 LONGWOOD RUN BLVD #202, SARASOTA, FL 34243
$178,85096 Days on yellowkey MLS ID: A4685859
REDUCED by $1,000 (0.6%) on 06/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 954 Built: 1994Monthly Fee: $434 Tax: $2,087 (2025)Community: Magnolia PlaceCondo
Taxes:$2,087
Remarks: Beautiful condo in a well-maintained community — perfect as a primary residence, seasonal home, or investment property. Location, location, location! Come see this spacious condo located in the heart of Sarasota. You are just 2.5 miles from University Town Center, I-75, shopping and dining. Sarasota Bradenton International Airport, downtown Sarasota, and beautiful Sarasota Bay are within 15 minutes. Longwood Park is only 0.4 miles away and here where you can enjoy dog-friendly areas, tennis and pickleball courts, basketball courts, baseball fields, a playground, gymnasium, a recreational building and more. This well-maintained condo offers two bedrooms and two bathrooms. An inviting open floor plan features a spacious great room, kitchen and dining area. Beautiful, engineered wood floors cover the entire condo. No carpet in this property! New water heater was installed in February 2026. You can enjoy scenic view from the covered and screened lanai. The community only has 16 condos. HOA fees cover your water/sewer, cable TV, interior/exterior pest control, exterior power washing/maintenance, irrigation/landscaping maintenance, as well as common area taxes and insurance.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Delia Valente (571-236-7245)
200 COCOANUT AVE #7, SARASOTA, FL 34236
$975,000160 Days on yellowkey MLS ID: A4676689
REDUCED by $175,000 (15.2%) on 06/12/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1721 Built: 1999Monthly Fee: $950 Tax: $11,146 (2025)Community: Library MewsSpa: NoTownhouse
Taxes:$11,146
Elementary School: Alta Vista Elementary
Remarks: A Hidden Gem in the heart of Downtown Sarasota! Experience vibrant urban living with an old-world European style ambiance at Library Mews. This enclave is a unique intimate gated community of 11 townhome villas. The welcoming private courtyard entrance framed by an arch canopy of bougainvillea leads to the home and sets the stage for the residence’s charm. The private brick-paved courtyard leads you to your shaded indoor-outdoor patio space, an excellent place to dine or simply enjoying Sarasota’s weather. This 1,721 square foot villa features two spacious bedroom suites, two and a half baths plus a separate second-floor garden terrace, and a private garage. Upon entering the front door, the tone is set with creative architecture that provides just the right balance of a pleasing floor plan with functionally-defined living spaces. Warm hardwood floors flow throughout the kitchen, living and dining areas, complimented by soft neutral finishes such as light fixtures, crown molding, tray ceilings with LED lighting, and ceiling fans. The generous living room is highlighted by a stylish gas fireplace, high ceilings, and oversized windows with custom crown molding and a southern exposure for abundant natural light. Hurricane rated sliding glass doors seamlessly connect to the indoor and outdoor spaces. The kitchen overlooks the tranquil courtyard and features a cooking island, stunning Carrera countertops, sleek cabinets, gas cook top, and GE-pro appliances, providing style and functionality. Adjacent to the kitchen is the laundry room with a closet pantry with pull-out drawers, cabinets with countertop space, and a Koolmore washer/dryer combination. Upstairs, the spacious master bedroom boasts a vaulted ceiling and floor-to-ceiling hurricane rated sliding glass doors with cityscape views, along with a large walk-in closet and well-appointed en-suite bathroom. The second bedroom features a custom wall storage with a barndoor and includes a cozy niche area that makes a great reading or office space. For added convenience, a second stackable LG washer/dryer is located on the second level. A few steps up from the two bedrooms is the resurfaced garden terrace offering an idyllic space for relaxing while enjoying views of the city. A single-car garage, accessed from Cocoanut Avenue, is enhanced with custom cabinetry, a butcher block top and a sink. Thoughtfully designed storage is abundant throughout the home, featuring multiple closets, custom cabinetry, built-ins, and a well-equipped garage to keep everything organized and out of sight. Further upgrades include impact sliding doors and bedroom windows, hurricane impact skylight, security system, new roof (2025), new exterior paint, gutters and awnings, hurricane garage door, new tankless water heater and saltwater softener system. This delightful townhouse is situated just steps from the Sarasota Theater District, Sarasota Opera, library, world-class restaurants, Whole Foods grocery store, Marina Jack, and Main Street shopping. Come live and play in the heart of Downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Stacy Hanan (941-266-0529)
5450 LONGWOOD RUN BLVD #103, SARASOTA, FL 34243
$179,985347 Days on yellowkey MLS ID: A4657836
0 Days Off yellowkey (back on 5/18/2026)
REDUCED by $5,015 (2.7%) on 04/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 954 Built: 1994 Tax: $1,588 (2024)Community: Magnolia PlaceCondo
Taxes:$1,588
Remarks: Under contract-accepting backup offers. MOTIVATED SELLER! Find comfort, convenience, and peaceful living in this beautifully updated and rarely available first-floor residence in the meticulously maintained Longwood Run community. Set against a lush, private, park-like backdrop, this two-bedroom, two-bath condominium is truly move-in ready and includes all furniture as shown in photos. Assigned parking and ample guest spaces are located just steps from the front door. Inside, an inviting open floor plan features a spacious great room and dining area enhanced by recessed LED lighting. The screened lanai—updated with tile flooring and new screening—offers a serene outdoor retreat accessible from both the living area and the primary suite. The updated kitchen includes granite countertops, a tile backsplash, shaker-style soft-close cabinetry with pullout shelves, stainless steel appliances with a new smooth-surface range and microwave, and a breakfast bar overlooking the main living area. The primary suite is a relaxing haven with lanai access, a large walk-in closet, and an en-suite bath featuring a tiled walk-in shower and granite-topped vanity. A second updated bath with tub/shower combo and granite finishes serves guests or the additional bedroom. Notable improvements include waterproof luxury vinyl plank flooring throughout (including bathrooms), 5½-inch baseboards, comfort-height toilets, an interior laundry closet with full-size GE washer and dryer, ceiling fans, fresh interior paint, and an A/C system replaced in 2021. Magnolia Place is an intimate enclave of only 16 residences offering a quiet, walkable setting just 2.5 miles from University Town Center, I-75, shopping, dining, and everyday conveniences. Sarasota Bradenton International Airport, downtown Sarasota, and scenic Sarasota Bay are all within 15 minutes. Outdoor enthusiasts will appreciate nearby Longwood Park—only 0.4 miles away—with dog-friendly areas, tennis and pickleball courts, basketball courts, a playground, gymnasium, and more. This well-maintained residence offers the perfect blend of tranquility and accessibility. Schedule your private showing today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
719 MALDIVES TRL, SARASOTA, FL 34234
$1,024,990334 Days on yellowkey MLS ID: A4659082
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2903 Built: 2024Monthly Fee: $185Community: Gracewater At SarasotaSpa: YesSingle Family
Taxes:$0
Remarks: Current Model Home available , 6 month leaseback in the sought after Gracewater Community right in the heart of Sarasota. Our Bay Haven model home offers generous living space for the whole family to enjoy. With 4 bedrooms, 3.5 bathrooms, office and loft/bonus room, there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and double-entry laundry room add even more convenience to this already impressive home. And let’s not forget the bonus room – it can serve as a playroom, office, or whatever suits your needs.
Listing is courtesy of: PRIVADA REALTY (941-233-6000)
Listing Agent: Perry Pope (941-737-9124)
290 COCOANUT AVE #601, SARASOTA, FL 34236
$3,270,000364 Days on yellowkey MLS ID: A4655024
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3270 Built: 2025Community: The Edge SarasotaSpa: YesCondo
Remarks: Pre-Construction. To be built. Discover a rare opportunity at The Edge Sarasota—where boutique living meets vibrant city life. Residence A is a premier 3-bedroom, 3-bathroom corner residence offering over 3,200 square feet of open, modern living in one of Sarasota’s most in-demand downtown locations. From the 6th floor, this light-filled residence wraps the northwest side of the building offers exceptional natural light with floor-to-ceiling walls of glass. Step out onto your generous wraparound terrace and watch the sunset over the city. Designed to be as unique as you, the home features a great room and separate living room that connects to a chef’s kitchen with Italian cabinetry, Wolf and Sub-Zero appliances including a gas cooktop, a large island with waterfall edge and a butler’s pantry for easy entertaining. A thoughtfully designed owners’ suite provides a true retreat with a gracious foyer, midnight bar, walk-in closet and en suite bathroom featuring dual vanities, private water closets, glass enclosed shower and soaking tub. Beyond your residence, enjoy a curated collection of luxury amenities including a resort-style pool deck with hot and cold plunge pools, cabanas and two outdoor kitchens. The owners’ club focuses on wellness and entertainment with a fully equipped fitness center complete with a yoga room and infrared sauna. Two treatments rooms afford plenty of space for your personal massage therapist or a physical therapy session. The social room includes a lounge, bar, game room and catering kitchen. For more intimate gatherings, reserve the private dining room featuring resident wine lockers and a separate bar area. The building’s boutique size—only 27 residences—creates a community feel in the heart of Sarasota’s vibrant Arts District. Walk to acclaimed restaurants, galleries, boutiques, and the Bayfront, embracing a lifestyle that combines culture, convenience, and sophistication. Construction is progressing with limited opportunities to customize your finishes—secure your place at The Edge today and invest in a rare downtown Sarasota address with lasting appeal. Images shown are artist renderings intended to illustrate the interior finishes and design concepts for this community.
Listing Agent: Steven Moore (401-767-7180)
3522 FERNDELL, SARASOTA, FL 34235
$499,000101 Days on yellowkey MLS ID: TB8482180
REDUCED by $40,000 (7.4%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1998 Built: 1980Monthly Fee: $153 Tax: $2,457 (2025)Community: The MeadowsSingle Family
Taxes:$2,457
Remarks: Virtually Staged. Sarasota’s most beloved communities — Location! Location! Motivated seller is offering exceptional value in one of Sarasota’s most sought-after neighborhoods. The Meadows, 1,600 park-like acres in an enviable location, is a resort lifestyle community 15 minutes from downtown. Residents enjoy 14 miles of trails, fun activities, fitness center, Junior Olympic pool, 10 pickleball courts, dining venues plus pay-to-play three 18-hole golf courses and a top-notch tennis complex. This inviting 3-bedroom, 2-bath home features an open, comfortable split floorplan layout designed for effortless everyday living. The kitchen offers multiple dining spaces—from a bar-height counter to a bright breakfast nook—creating the perfect setting for morning routines and casual gatherings. Expansive floor-to-ceiling sliders open the main living area to the spacious lanai and private backyard, seamlessly blending indoor comfort with Florida’s signature outdoor lifestyle. Whether hosting friends or enjoying quiet evenings, the flow feels natural and relaxed. A true split floor plan provides privacy for guests, while the spa-inspired primary suite offers a calming retreat with a sunken whirlpool tub and custom vanity area. Thoughtful finishes throughout add warmth, comfort, and character. Major updates include a 2023 roof and 2025 HVAC, offering valuable peace of mind. Tucked away on a quiet cul-de-sac, this home places you minutes from Siesta Key Beach, Mote Marine Aquarium, Sarasota’s vibrant arts and theater district, UTC Mall, Benderson Park, Lakewood Ranch Waterside, and SRQ Airport—giving you access to the best of Sarasota living. Homes that combine lifestyle, comfort, and community at this new price point are rare. Motivated seller — schedule your private showing today. Quick move-in available.Photos have been virtually stages to illustrate the property's potential
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Marilyn Gioffre (347-802-5489)
1817 6 TH ST, SARASOTA, FL 34236
$999,99924 Days on yellowkey MLS ID: A4694609
REDUCED by $95,001 (8.7%) on 06/12/2026
Bed: 8 Bath: 3.0 Liv Area Sq Ft: 2211 Built: 1932 Tax: $12,519 (2025)Community: Gillespie Park SubSpa: NoSingle Family
Taxes:$12,519
Remarks: Build your downtown Sarasota legacy on one of the largest and most strategically positioned parcels to come to market in Gillespie Park in years. This rare ±19,400 SF double lot (100' x 194') sits in the heart of one of Sarasota's most actively transforming neighborhoods, offering a blank canvas for contractors, custom builders, developers, and end users ready to capitalize on the city's most compelling infill corridor. DTN (Downtown Neighborhood) zoning allows for this ±0.45-acre site the potential to support approximately 5 residential units, a luxury single-family estate, a multi-generational compound, or a boutique townhome project (buyer to verify all uses with the City of Sarasota). The two combined lots create a 100-foot-wide buildable footprint that is extraordinarily rare at this proximity to downtown. Located in Flood Zone X, the property carries no mandatory flood insurance requirement and faces none of the elevation and construction cost burdens that affect so much of coastal Sarasota — a significant competitive advantage for any development pro forma. The site is clean and ready for permitting. Gillespie Park is not an emerging neighborhood — it has arrived. Adjacent to the Rosemary District (Sarasota's most walkable neighborhood with a Walk Score of 88), the area is surrounded by completed and ongoing new construction. Residents walk to Main Street dining, the Sarasota Farmers Market, Whole Foods, Sprouts, Regal Cinema, the Van Wezel Performing Arts Hall, and The Bay — Sarasota's transformative 53-acre waterfront park. Siesta Key Beach is approximately 20 minutes away. Opportunities to acquire nearly half an acre with this zoning flexibility, this location, and this lot dimension do not come along often. Whether you are a developer looking for your next high-margin project or a buyer ready to build a custom urban oasis, this is the site.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Vincent Lamaida (941-416-5654)
119 MCKINLEY DR, SARASOTA, FL 34236
$6,195,00067 Days on yellowkey MLS ID: A4688706
REDUCED by $100,000 (1.6%) on 06/12/2026
Bed: 10 Bath: 11.0 Gar: 4 Liv Area Sq Ft: 4443 Built: 2023 Tax: $69,719 (2025)Community: Lido BeachSpa: YesSingle Family
Taxes:$69,719
Elementary School: Fruitville Elementary
Remarks: Coastal luxury meets exceptional investment opportunity on Lido Key. Just steps from the white sands and turquoise waters of Lido Beach, this custom one of a kind residence offers 10 bedrooms, 10 full baths, and 2 half baths in a beautifully designed turnkey furnished setting. Built with a sophisticated contemporary aesthetic, the home features an open concept floor plan spanning multiple living levels, designed for both effortless entertaining and comfortable everyday living. The chef’s kitchen is a true centerpiece, complete with a large quartz island, walk in pantry, panel ready refrigerator, premium appliances, and custom lighting. Each of the 10 bedrooms includes its own ensuite bath, creating a private and luxurious experience for guests and making the home ideal for large gatherings or vacation rental use. Thoughtful design elements, including unique accent walls and upscale finishes, add character and cohesion throughout. Outdoor living is equally impressive, with multiple balconies, an expansive patio, and a private pool and spa that create a true resort-style atmosphere. The upper level offers an additional entertaining space with a wet bar, while the rooftop terrace delivers stunning views and the perfect setting to relax or host guests. An elevator services the home for added convenience, and the spacious primary suite provides a serene retreat with a double vanity, walk-in shower, and a freestanding soaking tub. Located just minutes from St. Armands Circle and a short drive to downtown Sarasota’s dining, shopping, and cultural attractions, this property offers the best of coastal living with strong income potential.
Listing is courtesy of: AMI REALTY GROUP (941-794-0204)
Listing Agent: George Desear (941-725-7163)
3720 ALLENWOOD ST, SARASOTA, FL 34232
$499,90066 Days on yellowkey MLS ID: A4689606
REDUCED by $20,000 (3.8%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1971 Tax: $2,836 (2025)Community: Glen Oaks Cntry Club EstatesSpa: YesSingle Family
Taxes:$2,836
Elementary School: Tuttle Elementary
Remarks: Welcome to this well-maintained, zen-inspired pool home in the Glen Oaks Country Club Estates community of Sarasota, offering a functional layout, recent upgrades and convenient access to the area’s key destinations. Perfect home for season or an investment property as short term rentals are permitted. Set on a 0.22-acre lot, this single-family home features 2,115 total square feet of living space with two bedrooms, two baths, a Florida room and a two-car garage. The interior includes new luxury vinyl tile flooring a flexible floor plan designed for everyday living, designer finishes, a ship-lapped accent wall and crown molding. A separate dining room and additional flex space provide options for a home office or study. The kitchen is appointed with granite countertops and connects seamlessly to the main living areas. The primary suite offers a walk-in closet and shower with designer finishes. Outdoor features include a south-facing pool enclosed within a spacious screened lanai, creating a private and peaceful setting for year-round use. The fully fenced yard includes a dedicated dog run, while xeriscape landscaping supports low-maintenance living. Recent improvements include a roof, A/C, and water heater replacement in 2023 as well as all new plumbing lines in 2026. Hurricane shutters are in place. The property is not located in a flood zone, and the homeowner's association fee is voluntary. You could not ask for a better central location near Bobby Jones Golf Course and the Ed Smith Stadium, home to the Orioles Spring Training; this residence is within approximately three miles of downtown Sarasota, with access to Gulf beaches, dining and cultural amenities, as well as being only six miles from the UTC mall, offering great shopping, dining and entertainment options close by. This home is move-in-ready and represents pride of ownership with many unique features.
Listing Agent: Lori Carey, Llc (941-780-3427)
3365 RAMBLEWOOD DR N #35C8, SARASOTA, FL 34237
$147,000192 Days on yellowkey MLS ID: A4673749
REDUCED by $11,000 (7.0%) on 03/31/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1104 Built: 1974 Tax: $2,772 (2025)Community: Ramblewood AcresCondo
Taxes:$2,772
Remarks: Virtually Staged. Step into Florida living in Ramblewood Acres, a gated community known for its convenience and charm. This impeccably kept, move-in-ready townhome offers a smart, functional layout. Granite counters, brand new stainless steel dishwasher, and a passthrough to the dining area - perfect for everyday living and easy entertaining. The great room and main-level half bath add comfort and practicality. Upstairs, two large bedrooms each feature private en-suite baths and large closets. One offers a serene balcony, the other a generous sundeck, your choice of personal retreat. Fresh new interior paint for the next homeowner and brand new roof to be completed January 2026! Ramblewood Acres offers three pools (including one heated), a dog park, clubhouse, fitness center, tennis courts, playground, and shuffleboard. Fees include basic cable, on-site management, and more for true low-maintenance living. The location puts you close to everything. Downtown Sarasota, St. Armands Circle, and world-class beaches are minutes away. UTC’s shopping and dining are within a short drive, and SRQ Airport is conveniently nearby. Golfers will love having the newly renovated Bobby Jones Golf Course just around the corner. Don’t miss this opportunity—schedule your showing and discover your new home!
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Lori Sabattini (941-266-1597)
5176 CEDAR HAMMOCK LN, SARASOTA, FL 34232
$319,9004 Days on yellowkey MLS ID: A4696717
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 1984Monthly Fee: $33 Tax: $2,077 (2025)Community: Cedar HammockSpa: NoVilla
Taxes:$2,077
Remarks: Virtually Staged. Welcome to this beautifully updated 2-bedroom, 2-bathroom home in the highly desirable Cedar Hammock community - offering exceptional value and move-in ready comfort. Step inside to an open, light-filled layout featuring newer luxury vinyl plank flooring, updated ceilings, recently painted inside and out, creating a clean, modern feel throughout. The kitchen has been tastefully upgraded with white shaker-style cabinetry, and stainless-steel appliances, making it both stylish and functional for everyday living. The lanai has been converted to a bonus room providing additional living space for your enjoyment. You will be able to enjoy the cool Florida winter evenings in front of your stone-faced wood burning fireplace in the great room. The bathrooms have been tastefully updated providing a clean and modern feeling. The Home provides flexible living space perfect for relaxing or entertaining. A one-car garage and inviting outdoor space with a fenced yard adds to the home’s overall appeal. Major systems are in solid condition, including a newer roof and HVAC system, providing added peace of mind. Located in a quiet neighborhood with ultra-low HOA fees, this home is just minutes from shopping, dining, downtown Sarasota, and world-famous Gulf beaches. Don’t miss this opportunity. Homes in Cedar Hammock rarely come available in this condition and price range. Schedule your showing today.
Listing Agent: Dave Clapp (941-376-1443)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$625,000249 Days on yellowkey MLS ID: A4667640
REDUCED by $24,500 (3.8%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Taxes:$8,165
Remarks: Under contract-accepting backup offers. Wake up to Sarasota Bay. Walk to everything else. This is the one you've been waiting for — a fully renovated 2-bedroom, 2-bath residence at The Regency House, where downtown Sarasota's most coveted address meets the shimmering waters of Sarasota Bay. Unit #403 has been thoughtfully reimagined from the inside out, featuring a stunning new kitchen, beautifully appointed bathrooms, and fresh flooring throughout — move-in ready and magazine-worthy. The Regency House is having its moment. A brand-new community pool has been approved, and the seller is covering the assessment in full — so you inherit all the upside with none of the hassle. Step outside and you're already living your best life. Bayfront Park, the vibrant energy of Main Street, world-class dining, arts, and the Saturday Farmers Market — all of it is right here, on foot. This isn't just a home. It's a front-row seat to everything that makes Sarasota one of the most sought-after cities in Florida. For the buyer who refuses to compromise — on location, on lifestyle, or on quality — 435 S Gulfstream Ave #403 is the answer. Schedule your private showing today. Opportunities like this don't wait.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
1703 N TAMIAMI TRL #406, SARASOTA, FL 34234
$399,00063 Days on yellowkey MLS ID: A4689232
REDUCED by $20,000 (4.8%) on 06/02/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 858 Built: 2022 Tax: $4,781 (2025)Community: The Strand Of SarasotaCondo
Taxes:$4,781
Remarks: Fire sale! Motivated Seller! Furnishings negotiable! Great rental $$$ generating potential. Location, location, location! The Strand of Sarasota on Whitaker Bayou. Built in 2022, 2 five story condo building, gated community, offering luxury waterfront living. Close to downtown, restaurants, theatres, shopping, beaches and much more. Amenities include heated pool, clubhouse, hot tub, fitness center, fire pit, dog park, and a kayak/paddleboard launch to access the bayou. As an owner you can purchase or rent boat slips. This 1 bedroom, 1.5 bath unit is on the 4th floor, bright, airy, unfurnished, with over-sized lanai overlooking the pool and clubhouse. This unit is deeded with an under-building parking space #125, a sail carport #250 in front of the building [ this sail carport is worth $20 K and is included in the price] and a storage locker # 111. Unit features luxury vinyl flooring, quartz counter tops in kitchen and baths, high gloss cabinetry in kitchen and bathrooms. Stainless steel Samsung appliances including stackable washer/dryer. Modern fixtures. Unit is on the 4th floor. Generous rental policy, 1 week minimum, 52 times per year, making it a great investment property. Built in 2022 with latest hurricane codes. 11 units per floor, total 44 units. Bldg. 1709 has 108 units. Low maintenance fees. Come experience the best of city living
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
1300 BENJAMIN FRANKLIN DR #301, SARASOTA, FL 34236
$2,400,00011 Days on yellowkey MLS ID: A4695838
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2019 Built: 2005 Tax: $18,628 (2026)Community: The Beach ResidencesSpa: YesCondo
Taxes:$18,628
Tax Year: 2026
Remarks: Virtually Staged. Live where others wish to vacation... Steps from the quartz-white sandy shores of Lido Key sits The Beach Residences Sarasota. This luxury Gulf-front and sun-kissed haven is where opulence is complimented by exclusivity. Managed by the famed Ritz-Carlton, this contemporary high-rise is where legendary service meets an incomparable array of upscale amenities and resort-style leisure. Nestled on the coveted Sarasota Bay barrier island of Lido Key, this expansive residence features a thoughtful 2-bedroom 2.5-bath layout that blends an open-concept plan with a split-bedroom design for optimal privacy. A welcoming foyer frames the turquoise Gulf waters and lush emerald green tropical landscaping as you step inside. Perched on the 3rd floor, soaring 10-foot ceilings and floor-to-ceiling walls of glass flood the residence with natural light. The great room and dining area flow seamlessly to a private terrace that spans the full width of the residence. With views from a generous 400+ square-foot outdoor space, you can enjoy alfresco dining and cool Gulf breezes. This residence is ideal for entertaining, with a layout tailored for gatherings or intimate evenings with friends and family. The chef’s kitchen overlooks an inviting living area and features granite countertops, a substantial breakfast bar, solid-wood cabinetry, gas cooktop, built-in appliances, and a Sub-Zero refrigerator. Both bedrooms open directly to an expansive terrace for stunning westerly views and award-winning daily sunsets. The gracious primary suite serves as a serene retreat, featuring a spa-inspired bath and jetted tub, large walk-in shower, dual vanities, and a spacious walk-in closet. Additional conveniences include a laundry room with sink, deeded garage parking space, separate air-conditioned storage room, and 2 guest suites available for visitors. The Beach Residences are renowned for exceptional service and offer premier private-event spaces, including a social room with bar, boardroom, billiards or ping-pong room. Enjoy self-care in the private fitness center or indulge in fresh popcorn in the theatre or cappuccino at the coffee bar. Treat yourself with the massage room, yoga room, sauna, and beautiful outdoor pool and spa. Play with your furry friends in a private dog-run in this pet-friendly building with no weight limit! Grill a fresh catch near the fire pit where massive grilling stations complement the resort-style ambiance. Residents enjoy: a 24-hour manned entry gate house, full-time concierge, 24-hour front desk security, onsite Ritz-Carlton Manager, a shuttle bus to St. Armands Circle or to the Ritz-Carlton Hotel in the city. Also, minutes away lie Sarasota’s pillow-soft beaches, while St. Armands Circle offers upscale dining, shopping, and entertainment. The downtown arts and cultural scene is within easy reach, providing countless recreational options. As the sole single-level residence of its configuration currently available in The Beach Residences, this true 2-bedroom unit with 2 full baths plus a powder room represents a rare and exceptional opportunity. Schedule a private tour to see how this grand lifestyle can become your reality. Membership is available to the Ritz-Carlton Members Club immediately upon closing.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
3842 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$479,90067 Days on yellowkey MLS ID: A4689406
2 Days Off yellowkey (back on 5/18/2026)
REDUCED by $20,000 (4.0%) on 05/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1984Monthly Fee: $471 Tax: $4,160 (2025)Community: Glen Oaks Manor Homes Phase 2Spa: NoVilla
Taxes:$4,160
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT | Serene end-unit courtyard pool home with expansive, open views of majestic oak trees and sky, offering a tranquil, zen-like retreat immersed in nature. Welcome to one of Sarasota’s most charming hidden gems in Glen Oaks Manor. Nestled among beautiful mature oak trees that frame the property with shade, privacy, and timeless character, this beautifully renovated end-unit villa offers the perfect blend of comfort, lifestyle, and location. Designed for effortless Florida living, this residence features an open-concept layout filled with natural light, contemporary tile flooring, and inviting living spaces ideal for both relaxing and entertaining. The updated kitchen showcases sleek granite countertops, stainless steel appliances, and seamless flow into the main living areas. Step outside and discover your own private courtyard pool surrounded by peaceful greenery — a spectacular outdoor space to enjoy Sarasota’s year-round sunshine, entertain guests, or simply unwind in complete tranquility. The spacious split-bedroom floor plan offers privacy and functionality, while the oversized two-car garage provides additional storage and convenience. Located in the highly desirable Glen Oaks Manor community, residents enjoy scenic walking trails, ponds, lush landscaping, and a serene park-like atmosphere. Just minutes from Downtown Sarasota, UTC shopping and dining, Benderson Park, golf, beaches, supermarkets, and everyday conveniences, this property delivers the ideal Sarasota lifestyle in an exceptional location. Whether you are searching for a full-time residence, seasonal retreat, or investment opportunity, this private pool villa offers a rare combination of charm, space, nature, and location. Schedule your private showing today.
Listing Agent: Blair Schrock (970-666-1240)
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